Hotels in Chestertown
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Top Rated Chestertown Hotels
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
$81 nightly
The price is $90 total per night
$90 total
Oct 5 - Oct 6
Total with taxes and fees
Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a fireplace in the lobby, and a vending machine.
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
$117 nightly
The price is $130 total per night
$130 total
Oct 19 - Oct 20
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, MD
Free Cancellation
7.76 mi from city center
$147 nightly
The price is $163 total per night
$163 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at The Lodge at Great Oak Landing enjoy access to a golf course, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Other amenities at this beach lodge include a seasonal outdoor pool, coffee/tea in a common area, and laundry facilities.
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$155 nightly
The price is $176 total per night
$176 total
Oct 27 - Oct 28
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and tours or tickets. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$74 nightly
The price is $85 total per night
$85 total
Oct 2 - Oct 3
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
28.3 mi from city center
$407 nightly
The price is $478 total per night
$478 total
Oct 19 - Oct 20
Total with taxes and fees
Guests of Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
$116 nightly
The price is $136 total per night
$136 total
Oct 1 - Oct 2
Total with taxes and fees
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, meeting rooms, and a conference center.
Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$102 nightly
The price is $117 total per night
$117 total
Sep 28 - Sep 29
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$59 nightly
The price is $67 total per night
$67 total
Oct 12 - Oct 13
Total with taxes and fees
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.
Courtyard by Marriott Baltimore Downtown/McHenry Row
1803 Porter Street, Baltimore, MD
28.55 mi from city center
$134 nightly
The price is $158 total per night
$158 total
Oct 19 - Oct 20
Total with taxes and fees
Guests of Courtyard by Marriott Baltimore Downtown/McHenry Row enjoy a gym, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a computer station, a free grocery shopping service, and express check-in.
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$80 nightly
The price is $89 total per night
$89 total
Sep 29 - Sep 30
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
The Inn at Henderson's Wharf, an Ascend Collection Hotel
1000 Fell St, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
28.15 mi from city center
$174 nightly
The price is $205 total per night
$205 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at The Inn at Henderson's Wharf, an Ascend Collection Hotel enjoy access to a marina, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 30.00 per night. The front desk is staffed 24 hours a day to help with luggage storage and concierge services. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap Chestertown hotels options
Driftwood Inn
609 Washington Avenue, Chestertown, MD
$64 nightly
The price is $70 total per night from Oct 27 to Oct 28
$70 total
Oct 27 - Oct 28
Total with taxes and fees
5/10 (174 reviews)
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
$117 nightly
The price is $130 total per night from Oct 19 to Oct 20
$130 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (819 reviews)
Where should you stay in Chestertown?
What are some of the best hotels to stay with the kids in Chestertown?
Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.
What are the best hotels in central Chestertown?
These are some of the most popular hotels in the center of Chestertown:
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.
Chestertown hotels essential information
Accommodation | 1,079 hotels |
|---|---|
Lowest Price | $67 |
Highest Price | $478 |
Popular hotels | Red Roof Inn & Suites Chestertown, Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Historic Inns of Annapolis, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Sagamore Pendry Baltimore, Best Western Plus Hotel & Conference Center, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A, Courtyard by Marriott Baltimore Downtown/McHenry Row, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, The Inn at Henderson's Wharf, an Ascend Collection Hotel |
Recent Reviews
Historic Inns of Annapolis
5/5 Excellent
"Nice and clean room in historical building. Next to state building in historic district of the town "
A verified traveler stayed at Historic Inns of Annapolis
Posted 6 days ago
